HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Isobutyronitrile → 3-(2-Bromophenyl)-2,2-dimethylpropanenitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Isobutyronitrile | HCID 6559 | — |
| Edukt | 2-Bromobenzyl bromide | HCID 76965 | — |
| Edukt | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 3-(2-Bromophenyl)-2,2-dimethylpropanenitrile | HCID 15207025 | 99,7% |
Reaktionsschritte
To a solution of isobutyronitrile (3.58 g, 52 mmol) in dry THF (30 mL) was added LiHMDS (1.0 M in THF) (80 mL, 80 mmol) at 0° C., stirred for 20 min, and to this solution was added 1-bromo-2-(bromomethyl)benzene (10 g, 40 mmol) in dry THF (70 mL). After 3 h at rt, the reaction mixture was quenched with saturated NH4Cl solution, extracted with EtOAc (2×), the combined organics were washed with H2O, brine, dried over Na2SO4, filtered and concentrated to give 9.5 g (99%) of Intermediate 24A as red wine liquid. 1H NMR (400 MHz, CDCl3) δ 7.57-7.60 (2H, m), 7.30-7.34 (1H, m), 7.12-7.17 (1H, m), 3.08 (2H, s), 1.4 (6H, s) ppm.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09447110B2 |
| Quelldatensatz | uspto-grants-2016_09 |
| ORD ID | ord-c0fcc3448fea4b16ac2dd1498b7973c6 |
| Quellennotiz | uspto-grants-2016_09 |